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Archives for April 2026

Security Tokenization Oddities: Unresolved Issues Behind the Hype

April 30, 2026 By Scott

There’s a lot of tokenization discussion in 2026 that seems flooded with hype from issuers, banks, and crypto natives. I’d like to try for some balanced realism vs. breathless promotion or vague warnings.

Ripped from the hands of early pure Crypto exuberance, tokenization is clearly the big innovation in finance right now. Early crypto may have been as much ideological as it was a maybe useful new form of finance. But at this point, the benefits and use cases for more mainstream tokenization are becoming clearer. Securities that move on digital rails could settle faster, reduce reconciliation, support fractional ownership, improve transparency, automate parts of the asset lifecycle, and create new ways to use assets as collateral, and more. What could be better?

Some industry estimates, including Fireblocks’ 2026 tokenization guide, project or report post-trade processing cost reductions of 35–65% depending on asset class, issuance cost savings of 40–50% for certain corporate bonds, faster settlement, and improved capital efficiency through programmable collateral and liquidity management. These efficiencies compound across issuance, reconciliation, and treasury operations. (Check out Fireblocks Executive’s Guide to Tokenization 2026.) As much as I’m a fan of what’s going on, among my favorite things to do is look behind the curtains, around the corners and so on. To understand and help others see what’s not always clear through the hype. And there’s a lot of hype. Though my personal favorite is collapse of settlement times. I’ve always found it interesting that something that started due to the need to reconcile physical paper strips moving around Wall St. persists even with today’s systems.

The benefits show the attractive version. And it’s all generally true enough. Still, even with recent advances, we’re early in these efforts. The deeper version is more complicated. There’s still holes in this area. The more serious tokenization becomes, the less it looks like simply “putting stocks on-chain.” (Or whatever asset we’d be talking about.) It starts looking like a full-stack rebuild of financial market infrastructure, including issuance, investor onboarding, KYC (Know Your Customer), custody, smart contracts (which are of course a new element), transfer agents, settlement assets, corporate actions, reporting, legal records, and dispute handling. And more. Those are just the big pieces.

This is progress. But it also proves the central point. The token is only one layer. And not everything is better. This is an opportunity to make things better. And yet there’s some new issues that get created here that we still have to collectively sort out. A recurring theme in recent tokenization discussions is that institutional tokenization is no longer being framed as crypto experimentation. It’s being framed as regulated, programmable financial infrastructure. This may be obvious. And it’s a good thing, (my opinion anyway), yet we need to pay closer attention than ever. While we create more efficiency, we’re going so fast we may also be creating some possibly dangerous dependencies as we string more of these tools together. (Consider my October, 2025 article on Will RWA Tokenization Growth Increase Systemic Risk? It was focused more on Real World Assets, but a lot of the ecosystem risks are similar.)

Since tokenization is becoming real financial infrastructure, this means the unresolved details matter more.

[Read more…]

Filed Under: Crypto, Marketing, Product Management, Tech / Business / General

Understanding Payments and x402

April 29, 2026 By Scott

Quick History and Value

The web was built to move information quickly, but not value. A page can load in milliseconds, yet payment usually happens somewhere else: through a checkout page, account or subscription. This separation still shapes how digital access is sold. Even when the product is fully online, the payment flow often feels added on top of the web rather than built into it. That separation is finally ending. x402 turns the long-dormant HTTP 402 ‘Payment Required’ status into a native, instant payment layer, letting AI agents and apps pay per request in stablecoins without accounts, logins, or manual steps.”

x402 tries to close that gap by making payment part of the HTTP request itself. When access requires payment, a server can return payment details instead of sending the user or application into a separate billing flow. The client pays, repeats the request and receives the resource. In simple terms, x402 turns payment into part of the same request-response pattern that already powers the web.

Now for the deeper story…

[Read more…]

Filed Under: Crypto, Marketing, Product Management, Tech / Business / General

Can Prediction Markets Help Product Managers Make Better Bets?

April 16, 2026 By Scott

For all the product tools we have, from customer profiles to journey maps, there’s been little use of prediction markets to inform decisions. Unlike AI-driven predictive analytics, prediction markets remain rare in product work. With generative AI pushing teams toward faster experimentation and shipping, they may be worth another look. I became interested in this while playing with a few markets myself and wondering how they might apply to product work.

[Read more…]

Filed Under: Analytics, Marketing, Product Management, Tech / Business / General

Part 3: Practical Tactical AI Tool Challenges: Governance, Cost, and When Not to Use AI

April 8, 2026 By Scott

In Part 2, I focused on the practical build layer: workflows, prompts, context, observability, and evals. This last section is about control and judgment, governance, kill switches, cost discipline, complacency, and the perhaps underrated skill of knowing when not to use AI in the first place.

[Read more…]

Filed Under: Product Management, Tech / Business / General

Part 2: Practical Tactical AI Tool Challenges: Workflow Reality, Context, and Prompting

April 8, 2026 By Scott

In Part 1, I focused on why AI product work gets messy so quickly. Strategy theater, bad data, dependency problems, and workflow brittleness. This next section moves closer to the machinery itself: workflow tools, notebook sandboxes, exception handling, observability, skill files, context, and prompt engineering.

Workflow Operations – Langchain Type Tools

I use n8n.io for several tasks; a couple professional and several personal. If I was a real developer, maybe I’d be using something closer to pure code. But I’m not. Still, I think tools like these are more than just a crutch. And they’re certainly a fast way to wire things up for some basic testing. (Though some argue newer generative code tools are better and you can skip such things. I’ve been using both though, and find – as usual – what’s best depends on the use case.)

Regardless of platforms, the thing you really need to do with these tools is have an MLOps view from a Product perspective; either something you built yourself or in partnership with your AI/ML/Dev team members. Ideally you have a skilled architect on staff, however you should be collaborating on these things or at least in the loop. In a startup, there might be some more heavy lifting on the product side.

[Read more…]

Filed Under: Product Management, Tech / Business / General

Part 1: Practical Tactical AI Tool Challenges: Why the Work Gets Messy Fast

April 7, 2026 By Scott

Article heading image with two businesspeople examining an AI workflow on a large screen monitor.

This three part series is not a warm, fuzzy post about some AI strategic theater, though there are both strategic and tactical issues included. It’s a walk down some paths regarding practical issues. It’s about some of the challenging practical realities we face once product people try learning about or making tools work in actual workflows. You may feel some of my personal scar tissue in some of these passages. This is for semi-technical product people working with or learning several AI tools and dealing with some of the practical gotcha’s in making them go. It’s also raising a hand and calling BS on the spew of feed drivel about how “all you have to do is just set all this stuff up and crap magically happens.”

What’s Ahead? failures, data, workflow ops, context and prompting, evals, governance and kill switches, costs, complacency, and more, mostly related to smaller or mid-sized projects; though some ideas apply to all. This is a rather long series, even for me. But when I study and do things, I tend to go deep. As is often the case, these posts are really based on my notes to myself in my personal wiki over time, cleaned up somewhat and posted here to share.

These tools are great and I really enjoy them, even if there are some challenging spots, which we’re about to explore. Some of this stuff feels magical! And fun if you have that attitude. It really can be just fun and satisfying to see a workflow executing well if you’re working hands on. However, issues can quickly become a major hassle. It’s rarely as it is in so much of the feed fawning I see. On the surface, it looks like product managers, all of us really, are being sold a fantasy of frictionless AI tooling. It makes me wonder if some of these folks are actually using these tools for real. My own experience, and interacting with others or via Reddit and so forth, shows a usually more challenging and meandering path. That’s ok. I get it. The Happy Path is easier to write about and slap together a LinkedIn post or YouTube or whatever. Unfortunately, it also obscures some likely realities.

Here’s my message as we drive through the messy parts. You’re ok. It’s not you. These things can still be a little sloppy. Just keep pushing through.

[Read more…]

Filed Under: Product Management, Tech / Business / General

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